Size | Price | Stock | Qty |
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1mg |
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5mg |
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10mg |
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50mg |
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100mg |
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250mg |
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Other Sizes |
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ln Vitro |
(Rac)-Idroxioleic Acid (25-75 μM; 72 hours) inhibits the growth of Jurkat cells in a concentration- and time-dependent manner, with an IC50 of about 40 μM [1]. The molecular marker of apoptosis, PARP, is cleaved by proteases, and (Rac)-idroxioleic acid (25–50 μM; 72 hours) causes a notable, concentration-dependent increase in this process [1].
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ln Vivo |
In mice in the nude who have been infected with Jurkat cells, (Rac)-idroxioleic acid has been shown to greatly limit tumor growth [1].
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Cell Assay |
Cell Viability Assay[1]
Cell Types: Jurkat cells Tested Concentrations: 25 μM, 50 μM, 75 μM Incubation Duration: 24 hrs (hours), 48 hrs (hours), 72 hrs (hours) Experimental Results: Jurkat cell growth is affected in a time- and concentration-dependent manner. Western Blot Analysis [1] Cell Types: Jurkat cells Tested Concentrations: 25 μM, 50 μM Incubation Duration: 72 hrs (hours) Experimental Results: Induced PARP proteolytic cleavage Dramatically and concentration-dependently increased. |
Animal Protocol |
Animal/Disease Models: 6weeks old male nude mice (Jurkat cell xenograft model) [1]
Doses: 600 mg/kg Route of Administration: Oral; daily; 21 days Experimental Results: Dramatically inhibited tumor growth. |
References |
[1]. Llado V, et al. Minerval induces apoptosis in Jurkat and other cancer cells. J Cell Mol Med. 2010 Mar;14(3):659-70.
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Additional Infomation |
2-hydroxyoleic acid is a 2-hydroxy fatty acid that is oleic acid which carries a hydroxy group at position 2. It is an orally bioavailable synthetic hydroxylated fatty acid which modulates the lipid content of cancer cell membranes and induces cell cycle arrest and apoptosis in several cancer cell lines. It has a role as an antineoplastic agent, an apoptosis inducer and an antihypertensive agent. It is a 2-hydroxy fatty acid, a long-chain fatty acid and a hydroxy monounsaturated fatty acid. It is functionally related to an oleic acid. It is a conjugate acid of a 2-hydroxyoleate.
Idroxioleic Acid is an orally bioavailable, synthetic analog of the fatty acid oleic acid, with potential antitumor activity. Upon administration,idroxioleic acid activates sphingomyelin synthase (SMS), thereby increasing the concentration of sphingomyelin (SM) and diacylglycerol (DAG) in the tumor cell membrane and decreasing membrane levels of phosphatidylethanolamine (PE) and phosphatidylcholine (PC). This restores the normal, healthy levels and ratios of membrane lipids. By restoring normal membrane lipid structure and composition, this agent inhibits membrane-protein associated signaling and the aberrant activity of signaling pathways in certain tumor cells, including the Ras/MAPK and PI3K/AKt pathways. This inhibits tumor cell proliferation, induces tumor cell differentiation, and eventually can cause cell death. |
Molecular Formula |
C18H34O3
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Molecular Weight |
298.46
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Exact Mass |
298.251
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CAS # |
56472-29-8
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PubChem CID |
9796304
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Appearance |
Typically exists as solid at room temperature
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LogP |
5.079
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Hydrogen Bond Donor Count |
2
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Hydrogen Bond Acceptor Count |
3
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Rotatable Bond Count |
15
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Heavy Atom Count |
21
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Complexity |
261
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Defined Atom Stereocenter Count |
0
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SMILES |
CCCCCCCC/C=C\CCCCCCC(C(=O)O)O
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InChi Key |
JBSOOFITVPOOSY-KTKRTIGZSA-N
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InChi Code |
InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21)/b10-9-
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Chemical Name |
(Z)-2-hydroxyoctadec-9-enoic acid
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Synonyms |
2 OHOA; 2OHOA; 2-OHOA
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~100 mg/mL (~335.05 mM)
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.3505 mL | 16.7527 mL | 33.5053 mL | |
5 mM | 0.6701 mL | 3.3505 mL | 6.7011 mL | |
10 mM | 0.3351 mL | 1.6753 mL | 3.3505 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.